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Benzoic acid, 5-(aminosulfonyl)-4-chloro-2-fluoro-

  • CAS No. 4793-22-0

  • Cat. No. CS-0031386
  • Purity≥96%
  • MDL No.MFCD03265327

*For research and further manufacturing use only, not for direct human use.

Benzoic acid, 5-(aminosulfonyl)-4-chloro-2-fluoro-|CS-0031386

Structure of 4793-22-0

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General Information

  • CAS No. 4793-22-0
  • Cat. No. CS-0031386
  • Purity ≥96%
  • MDL No. MFCD03265327
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅ClFNO₄S
  • Molecular Weight 253.64
  • Synonym(s) 4-Chloro-2-fluoro-5-sulfamoylbenzoic acid
  • SMILES NS(=O)(C1=CC(C(O)=O)=C(C=C1Cl)F)=O

Description

4-Chloro-2-fluoro-5-sulfamylbenzoic acid features a strategically positioned sulfamyl group that enhances solubility and hydrogen-bonding capacity, while the ortho-halogen substituents impart electronic modulation and metabolic stability. This combination enables efficient coupling in pharmaceutical synthesis workflows under standard conditions.

Application

4-Chloro-2-fluoro-5-sulfamylbenzoic acid serves as a versatile building block for bioactive heterocycles and pharmaceutical intermediates, offering orthogonal reactivity between the carboxylic acid, sulfamyl, and halogen functional groups. Its stability under standard synthetic conditions enables straightforward derivatization via amide coupling, Suzuki-Miyaura cross-coupling, or nucleophilic aromatic substitution, facilitating efficient access to complex scaffolds in medicinal chemistry campaigns.

Synthesis

  • Route1

    References

    • Kazmierski, Wieslaw M.; Anderson, Don L.; Aquino, Christopher; Chauder, Brian A.; Duan, Maosheng; Ferris, Robert; Kenakin, Terrence; Koble, Cecilia S.; Lang, Dan G.; Mcintyre, Maggie S; Peckham, Jennifer; Watson, Christian; Wheelan, Pat; Spaltenstein, Andrew; Wire, Mary B.; Svolto, Angilique; Youngman, Michael Journal of Medicinal Chemistry, 2011 , vol. 54, # 11 p. 3756 - 3767

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   97.46
  • LogP   0.8247
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   2

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